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[ CAS No. 22038-85-3 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 22038-85-3
Chemical Structure| 22038-85-3
Chemical Structure| 22038-85-3
Structure of 22038-85-3 * Storage: {[proInfo.prStorage]}
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Product Details of [ 22038-85-3 ]

CAS No. :22038-85-3 MDL No. :MFCD06738691
Formula : C8H8F3N Boiling Point : -
Linear Structure Formula :- InChI Key :DZCAUMADOBDJJH-SSDOTTSWSA-N
M.W :175.15 Pubchem ID :11789718
Synonyms :

Calculated chemistry of [ 22038-85-3 ]

Physicochemical Properties

Num. heavy atoms : 12
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.25
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 39.11
TPSA : 26.02 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.0 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.55
Log Po/w (XLOGP3) : 1.93
Log Po/w (WLOGP) : 3.18
Log Po/w (MLOGP) : 2.34
Log Po/w (SILICOS-IT) : 2.14
Consensus Log Po/w : 2.23

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.38
Solubility : 0.73 mg/ml ; 0.00417 mol/l
Class : Soluble
Log S (Ali) : -2.1
Solubility : 1.39 mg/ml ; 0.00794 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.97
Solubility : 0.188 mg/ml ; 0.00107 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.21

Safety of [ 22038-85-3 ]

Signal Word:Danger Class:8
Precautionary Statements:P280-P301+P330+P331-P302+P352-P304+P340-P305+P351+P338-P310 UN#:2735
Hazard Statements:H314 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 22038-85-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 22038-85-3 ]
  • Downstream synthetic route of [ 22038-85-3 ]

[ 22038-85-3 ] Synthesis Path-Upstream   1~13

  • 1
  • [ 655-25-4 ]
  • [ 22038-85-3 ]
Reference: [1] Tetrahedron Letters, 1991, vol. 32, # 8, p. 987 - 990
[2] Patent: WO2011/42496, 2011, A1,
  • 2
  • [ 434-45-7 ]
  • [ 22038-85-3 ]
Reference: [1] Tetrahedron Letters, 1991, vol. 32, # 8, p. 987 - 990
[2] Patent: WO2011/42496, 2011, A1,
[3] Organic Letters, 2015, vol. 17, # 10, p. 2431 - 2433
  • 3
  • [ 51586-24-4 ]
  • [ 22038-85-3 ]
YieldReaction ConditionsOperation in experiment
31%
Stage #1: With L-Tartaric acid In isopropyl alcohol for 0.5 h; Reflux
Stage #2: With sodium carbonate In water
INTERMEDIATE PREPARATION 5; L-Tartaric acid (36 g, 240.0 mmol) was added to a solution of 2,2,2-trifluoro-1- phenylethanamine (40 g, 228.57 mmol) in isopropanol (400 mL). The solution was heated to reflux for 30 min. The mixture was cooled and the solid was collected by filtration. The material was diluted with Na2C03/H20 and the aqueous mixture was extracted with methylene chloride (3 x 100 mL). The combined organic extracts were dried over K2C03 and concentrated under reduced pressure to afford (1 f?)-2,2,2-trifluoro-1-phenylethanamine (12.5 g, 31 percent yield) as a white solid.
Reference: [1] Patent: WO2011/119701, 2011, A1, . Location in patent: Page/Page column 40
  • 4
  • [ 1253518-84-1 ]
  • [ 22038-85-3 ]
Reference: [1] Organic Letters, 2010, vol. 12, # 21, p. 5075 - 5077
  • 5
  • [ 62197-92-6 ]
  • [ 22038-85-3 ]
Reference: [1] Advanced Synthesis and Catalysis, 2003, vol. 345, # 1-2, p. 165 - 168
  • 6
  • [ 51586-24-4 ]
  • [ 22038-85-3 ]
YieldReaction ConditionsOperation in experiment
28% With L-Tartaric acid In isopropyl alcohol at 20 - 70℃; Resolution of racemate R-(-)-2,2,2-Trifluoro-l-phenylethylamineA mixture of racemic 2,2,2-trifluoro-l-phenylethylamine (2580g), L-tartaric acid (2255g) and isopropanol (45L) was heated (in three equal parts using 20L flange flasks) to form a solution at 70°C. The reaction mixtures were allowed to stand while slowly cooling overnight to room temperature. The resulting solid salt was filtered, washed with cold isopropanol (~3L) and combined. The mother liquor, mainly containing the (S)-isomer salt was kept separate. The damp solid salt was recrystallised from isopropanol (35L) overnight. The resultant material salt was recrystallised three times from isopropanol (20L for each recrystallisation). At this stage a small sample was worked-up to provide the amine free base. Chiral HPLC indicated it had 91percent ee. This material was recrystallised twice from isopropanol (18L for each recrystallisation). At this stage a small sample was worked-up to provide the amine free base. Chiral HPLC indicated it had 99.5percent ee. This material was dried at 40°C in a circulating air cabinet to give the tartrate salt (1476g). This was added to ice (~2kg) and 32percent sodium hydroxide solution (1138ml) was added while stirring. The mixture was extracted with diethyl ether (3 x 2L). The combined ether layers were dried over a mixture of anhydrous potassium carbonate and sodium sulphate and the solvent evaporated to give R-(-)-2,2,2-trifluoro-l-phenylethyl amine as a colourless oil (732g, 28percent)(chiral HPLC indicated 99.2percent ee) which crystallised on standing
Reference: [1] Patent: WO2011/42496, 2011, A1, . Location in patent: Page/Page column 16
  • 7
  • [ 108-21-4 ]
  • [ 51586-24-4 ]
  • [ 1589570-35-3 ]
  • [ 22038-85-3 ]
Reference: [1] RSC Advances, 2013, vol. 3, # 25, p. 9820 - 9828
  • 8
  • [ 189350-49-0 ]
  • [ 22038-85-3 ]
Reference: [1] Journal of Organic Chemistry, 1997, vol. 62, # 10, p. 3030 - 3031
  • 9
  • [ 119561-19-2 ]
  • [ 1589570-35-3 ]
  • [ 22038-85-3 ]
Reference: [1] RSC Advances, 2013, vol. 3, # 25, p. 9820 - 9828
  • 10
  • [ 434-45-7 ]
  • [ 1589570-35-3 ]
  • [ 22038-85-3 ]
Reference: [1] RSC Advances, 2013, vol. 3, # 25, p. 9820 - 9828
  • 11
  • [ 862776-58-7 ]
  • [ 22038-85-3 ]
Reference: [1] Journal of Organic Chemistry, 2016, vol. 81, # 17, p. 7419 - 7431
  • 12
  • [ 100-52-7 ]
  • [ 22038-85-3 ]
Reference: [1] Journal of Organic Chemistry, 2016, vol. 81, # 17, p. 7419 - 7431
  • 13
  • [ 100-58-3 ]
  • [ 22038-85-3 ]
Reference: [1] Synlett, 1997, # 12, p. 1381 - 1382
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